title: Antioxidant activity and spectroscopic data of isoxanthohomol oxime and related compounds.
abstract: Oximes of isoxanthohumol (IXN), naringenin (N) and flavanone (FL) were synthesized with yields of 88-95% and their antioxidant activity was evaluated using the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) method. Although naringenin oxime (NOX) and flavanone oxime (FLOX) did not have any significant antioxidant effect (EC50=2.21 mM and 78.7 mM, respectively), isoxanthohumol oxime (IXNOX) showed a strong antioxidant activity (EC50=0.0411 mM), comparable to the activity of ascorbic acid (EC50=0.0181 mM). The structure of new compound IXNOX was established using (1)H NMR, (13)C NMR, IR and UV-VIS spectroscopy, by comparison to IXN, NOX and FLOX.
authors.affiliation: Department of Chemistry, The Faculty of Food Science, Wrocław University of Environmental and Life Sciences, Norwida 25/27, 50-375 Wrocław, Poland.
authors.forename: Bartłomiej
authors.initials: B
authors.lastname: Potaniec
authors.forename: Małgorzata
authors.initials: M
authors.lastname: Grabarczyk
authors.forename: Monika
authors.initials: M
authors.lastname: Stompor
authors.forename: Antoni
authors.initials: A
authors.lastname: Szumny
authors.forename: Paweł
authors.initials: P
authors.lastname: Zieliński
authors.forename: Anna Katarzyna
authors.initials: AK
authors.lastname: Żołnierczyk
authors.forename: Mirosław
authors.initials: M
authors.lastname: Anioł
mesh_terms: D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000737:chemistry; D005609:Free Radicals / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010091:Oximes / Q000737:chemistry* / Q000494:pharmacology; D010851:Picrates / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D044004:Xanthones / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000975:Antioxidants; D001713:Biphenyl Compounds; D005609:Free Radicals; D010091:Oximes; D010851:Picrates; D044004:Xanthones; C512910:isoxanthohumol; C004931:1,1-diphenyl-2-picrylhydrazyl
keywords: Antioxidant activity; DPPH method; Isoxanthohumol oxime; NMR–IR–UV spectra; Synergism